Synthetic Studies on Acorane-Alaskane Sesquiterpenes. I. Total Synthesis of (±)-β-Acorenol

(±)-β-Acorenol (2) was synthesized by the metal-ammonia reduction of (1R*, 3aR*, 5aR*, 9aR*)-2, 3, 3a, 4-tetrahydro-1, 4, 4, 7-tetramethyl-1H, 5aH-cyclopenta [c] benzofuran (11a), which was prepared from the spirodienone 9a or 10a by reaction with methyllithium and subsequent Lewis acid treatment.

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1985/05/25, Vol.33(5), pp.1961-1968
Hauptverfasser: IWATA, CHUZO, NAKAMURA, SHIZUO, SHINOO, YASUTAKA, FUSAKA, TAKAFUMI, OKADA, HIDEKO, KISHIMOTO, MICHIE, UETSUJI, HIDEKAZU, MAEZAKI, NAOYOSHI, YAMADA, MINORU, TANAKA, TETSUAKI
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Sprache:eng
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Zusammenfassung:(±)-β-Acorenol (2) was synthesized by the metal-ammonia reduction of (1R*, 3aR*, 5aR*, 9aR*)-2, 3, 3a, 4-tetrahydro-1, 4, 4, 7-tetramethyl-1H, 5aH-cyclopenta [c] benzofuran (11a), which was prepared from the spirodienone 9a or 10a by reaction with methyllithium and subsequent Lewis acid treatment.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.33.1961